Acetonitrile → HCID 20217521, Verbindung

HRID 235851

Reaktionsgleichung

Reaktionsgleichung von HRID 235851
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]([OH:11])=O)=[CH:5][CH:4]=1.[NH2:12][C:13]1[CH:22]=[CH:21][C:20]2[C:15](=[N:16][C:17]([O:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[CH:18][CH:19]=2)[N:14]=1.C(#N)C>O>[O:23]([C:17]1[N:16]=[C:15]2[C:20]([CH:21]=[CH:22][C:13]([NH:12][C:9]([C:6]3[CH:7]=[N:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)=[O:11])=[N:14]2)=[CH:19][CH:18]=1)[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Komponenten

5

Edukt 3

HCID 6342AcetonitrileHCID 5924996-Methoxynicotinic acidHCID 137873732-Amino-7-phenoxy-1,8-naphthyridine

Produkt 1

HCID 20217521HCID 20217521, VerbindungAusbeute 61,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

The procedure is similar to that described in Example 1, but starting with 6-methoxypyridine-3-carboxylic acid (4.7 g), N,N'-carbonyldiimidazole (4.9 g) and 2-amino-7-phenoxy-1,8-naphthyridine (9.1 g). The product produced by precipitation in water (11 g; m.p. 115° C.) is dissolved in boiling acetonitrile (50 cc). After 10 hours' cooling at 20° C., the crystallised solid is separated by filtration, washed with diisopropyl ether (3×10 cc) and dried at 30° C. under reduced pressure (0.067 kPa). N-(7-Phenoxy-1,8-naphthyridin-2-yl)-6-methoxypyridine-3-carboxamide (7 g) is produced, m.p. 115°-120° C.

Aufarbeitung

  1. dissolutionis dissolved
  2. customthe crystallised solid is separated by filtration
  3. washwashed with diisopropyl ether (3×10 cc)
  4. customdried at 30° C. under reduced pressure (0.067 kPa)

Quellen und Nachweise

ORD-Eintrag
ord-221d2b16da6d4fa2a8a2febea3b47d16
Quelldatensatz
uspto-grants-1987_02
Patentnummer
US04642308

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